HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Isoxazolamine, 5-(1,1-dimethylethyl)- → Pentanenitrile, 4,4-dimethyl-3-oxo-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Isoxazolamine, 5-(1,1-dimethylethyl)- | HCID 171473 | — |
| Reactant | 3-Tert-butyl-1,2-oxazol-5-amine | HCID 2095694 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Pentanenitrile, 4,4-dimethyl-3-oxo- | HCID 108871 | — |
Reaction Steps
This invention relates to a method for optimizing the yield of 3-amino-5-(t-butyl)isoxazole over the yield of the isomeric 5-amino-3-(t-butyl)isoxazole. The method is carried out in a stepwise manner utilizing in a first step the reaction of a lower alkyl pivalate with acetonitrile in the presence of a base to yield pivalyl acetonitrile, which pivalyl acetonitrile is then reacted with hydroxylamine under carefully controlled conditions of pH to yield a preponderance of 3-amino-5-(t-butyl)isoxazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04259501 |
| Source dataset | uspto-grants-1981_03 |
| ORD ID | ord-7a554b4c3abf445080b166ad1234b944 |
| Source note | uspto-grants-1981_03 |